In this paper, we study the strain transfer mechanism between a host material and an optical fiber. A new analytical model handling imperfect bonding between layers is proposed. A general expression of the crack-induced strain transfer from fractured concrete material to optical fiber is established in the case of a multilayer system. This new strain transfer model is examined through performing wedge splitting tests on concrete specimens instrumented with embedded and surface-mounted fiber optic cables. The experimental results showed the validity of the crack-induced strain expression fitted to the distributed strains measured using an Optical Backscattering Reflectometry (OBR) system. As a result, precise estimations of the crack openings next to the optical cable location were achieved, as well as the monitoring of the optical cable response through following the strain lag parameter.